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Homes Recently Sold in Winter Park, FL | Page 5

2,743 Homes
 
5117 Cypress Ct, Winter Park, FL 32792
  • $434,000
  • 3Bd
  • 2Ba
  • 1,534 Sq Ft
SOLD 06/19/26
1110 Alabama Dr, Winter Park, FL 32789
  • $1,699,000
  • 3Bd
  • 3Ba
  • 2,488 Sq Ft
SOLD 06/19/26
1624 Barcelona Way, Winter Park, FL 32789
  • $2,000,000
  • 3Bd
  • 3Ba
  • 3,818 Sq Ft
SOLD 06/19/26
1016 Manchester Cir, Winter Park, FL 32792
  • $415,000
  • 4Bd
  • 2Ba
  • 1,625 Sq Ft
SOLD 06/18/26
7740 Lake Dawn Dr, Winter Park, FL 32792
  • $675,000
  • 5Bd
  • 3Ba
  • 2,495 Sq Ft
SOLD 06/18/26
256 Lewfield Cir #256, Winter Park, FL 32792
  • $182,000
  • 2Bd
  • 2Ba
  • 927 Sq Ft
SOLD 06/18/26
1220 Woodmere Dr, Winter Park, FL 32789
  • $1,400,000
  • 4Bd
  • 4Ba
  • 2,815 Sq Ft
SOLD 06/17/26
200 Saint Andrews Blvd #312, Winter Park, FL 32792
  • $175,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
SOLD 06/16/26
1032 Manchester Cir, Winter Park, FL 32792
  • $485,000
  • 4Bd
  • 2Ba
  • 1,787 Sq Ft
SOLD 06/16/26
1701 Goodrich Ave, Winter Park, FL 32789
  • $680,000
  • 3Bd
  • 2Ba
  • 1,528 Sq Ft
SOLD 06/15/26
1529 Holts Grove Cir, Winter Park, FL 32789
  • $2,495,000
  • 4Bd
  • 6Ba
  • 4,356 Sq Ft
SOLD 06/15/26
250 Cortland Ave, Winter Park, FL 32789
  • $920,000
  • 3Bd
  • 2Ba
  • 2,114 Sq Ft
SOLD 06/15/26
1768 Mondrian Cir, Winter Park, FL 32789
  • $1,035,000
  • 3Bd
  • 4Ba
  • 2,193 Sq Ft
SOLD 06/15/26
3443 Allston Ln, Winter Park, FL 32792
  • $305,999
  • 3Bd
  • 2Ba
  • 1,133 Sq Ft
SOLD 06/14/26
700 Melrose Ave #K25, Winter Park, FL 32789
  • $245,000
  • 1Bd
  • 1Ba
  • 787 Sq Ft
SOLD 06/13/26
1434 Via Sangro Pl, Winter Park, FL 32792
  • $1,300,000
  • 4Bd
  • 3Ba
  • 3,063 Sq Ft
SOLD 06/13/26
300 Carolina Ave #301, Winter Park, FL 32789
  • $725,000
  • 2Bd
  • 2Ba
  • 1,305 Sq Ft
SOLD 06/13/26
2208 Howard Dr, Winter Park, FL 32789
  • $845,000
  • 3Bd
  • 2Ba
  • 2,155 Sq Ft
SOLD 06/12/26
1221 Richmond Rd, Winter Park, FL 32789
  • $5,125,000
  • 5Bd
  • 6Ba
  • 5,164 Sq Ft
SOLD 06/11/26
1724 Pine Ave, Winter Park, FL 32789
  • $2,875,000
  • 3Bd
  • 5Ba
  • 4,425 Sq Ft
SOLD 06/11/26
1944 Natalen Rd, Winter Park, FL 32792
  • $519,000
  • 3Bd
  • 2Ba
  • 1,380 Sq Ft
SOLD 06/11/26
1511 Gladiolas Dr, Winter Park, FL 32792
  • $470,000
  • 4Bd
  • 2Ba
  • 1,594 Sq Ft
SOLD 06/10/26
738 S Pennsylvania Ave, Winter Park, FL 32789
  • $735,000
  • 3Bd
  • 2Ba
  • 1,739 Sq Ft
SOLD 06/10/26
2220 Fairglenn Way, Winter Park, FL 32792
  • $610,000
  • 4Bd
  • 3Ba
  • 2,636 Sq Ft
SOLD 06/10/26
2401 Sun Valley Cir #2401, Winter Park, FL 32792
  • $265,000
  • 2Bd
  • 3Ba
  • 1,495 Sq Ft
SOLD 06/10/26
3217 Oak Lawn Pl #211, Winter Park, FL 32792
  • $167,000
  • 3Bd
  • 2Ba
  • 1,117 Sq Ft
SOLD 06/10/26
2384 Sun Valley Cir, Winter Park, FL 32792
  • $260,000
  • 3Bd
  • 2Ba
  • 1,311 Sq Ft
SOLD 06/10/26
230 E Rockwood Way, Winter Park, FL 32789
  • $2,150,000
  • 5Bd
  • 4Ba
  • 3,374 Sq Ft
SOLD 06/09/26
1695 Lee Rd #E116, Winter Park, FL 32789
  • $105,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
SOLD 06/09/26
1660 Walnut Ave, Winter Park, FL 32789
  • $1,450,000
  • 4Bd
  • 4Ba
  • 2,249 Sq Ft
SOLD 06/09/26
2408 Lafayette Ave, Winter Park, FL 32789
  • $1,395,000
  • 4Bd
  • 4Ba
  • 2,838 Sq Ft
SOLD 06/09/26
1651 Westchester Ave, Winter Park, FL 32789
  • $1,125,000
  • 3Bd
  • 3Ba
  • 2,426 Sq Ft
SOLD 06/09/26
7771 Country Pl #7, Winter Park, FL 32792
  • $222,500
  • 3Bd
  • 2Ba
  • 1,230 Sq Ft
SOLD 06/09/26
1354 Tierra Cir, Winter Park, FL 32792
  • $415,000
  • 4Bd
  • 2Ba
  • 1,827 Sq Ft
SOLD 06/09/26
650 Douglas Ave, Winter Park, FL 32789
  • $550,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
SOLD 06/08/26
1082 Wildmeadow Run, Winter Park, FL 32792
  • $650,000
  • 3Bd
  • 3Ba
  • 1,770 Sq Ft
SOLD 06/08/26
505 Cornwall Rd, Winter Park, FL 32792
  • $670,000
  • 4Bd
  • 2Ba
  • 1,813 Sq Ft
SOLD 06/08/26
2465 Banchory Rd, Winter Park, FL 32792
  • $1,245,000
  • 4Bd
  • 5Ba
  • 3,971 Sq Ft
SOLD 06/08/26
4772 Tangerine Ave #4772, Winter Park, FL 32792
  • $185,000
  • 2Bd
  • 2Ba
  • 1,058 Sq Ft
SOLD 06/08/26
2808 Bright Bird Ln, Winter Park, FL 32792
  • $399,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD 06/07/26
121 Stefanik Rd, Winter Park, FL 32792
  • $300,000
  • 3Bd
  • 2Ba
  • 1,392 Sq Ft
SOLD 06/07/26
2923 Antique Oaks Cir #37, Winter Park, FL 32792
  • $178,900
  • 2Bd
  • 2Ba
  • 1,105 Sq Ft
SOLD 06/07/26
1407 Miller Ave, Winter Park, FL 32789
  • $875,000
  • 3Bd
  • 3Ba
  • 1,884 Sq Ft
SOLD 06/06/26
2756 Sheriff Way, Winter Park, FL 32792
  • $588,000
  • 3Bd
  • 2Ba
  • 1,812 Sq Ft
SOLD 06/06/26
3312 Heartwood Ave, Winter Park, FL 32792
  • $458,000
  • 4Bd
  • 3Ba
  • 2,878 Sq Ft
SOLD 06/06/26
508 Dunraven Dr, Winter Park, FL 32792
  • $595,000
  • 3Bd
  • 2Ba
  • 1,370 Sq Ft
SOLD 06/05/26
1761 Gladiolas Dr, Winter Park, FL 32792
  • $347,000
  • 4Bd
  • 3Ba
  • 1,656 Sq Ft
SOLD 06/05/26
1926 Natalen Rd, Winter Park, FL 32792
  • $629,000
  • 3Bd
  • 2Ba
  • 1,469 Sq Ft
SOLD 06/05/26
1340 Blue Stem Ln, Winter Park, FL 32792
  • $724,900
  • 4Bd
  • 4Ba
  • 2,587 Sq Ft
SOLD 06/04/26
436 N Knowles Ave, Winter Park, FL 32789
  • $2,280,000
  • 0.26 Acre
SOLD 06/03/26
201 - 250 of 2,743 Homes in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of September 2026
$556K
Avg. list price
$332/Sqft
Avg. price/sqft
439
Homes for sale
1,770 Sqft
Avg. home size
67 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Park, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Park, FL?
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